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New Angucycline Glycosides from a Marine-Derived Bacterium Streptomyces ardesiacus

Cao Văn Ánh, Joo‐Hee Kwon, Jong Soon Kang, Hwa‐Sun Lee, Chang-Su Heo, Hee Jae Shin

2022International Journal of Molecular Sciences13 citationsDOIOpen Access PDF

Abstract

Chemical investigation of the ethyl acetate extract from the culture broth of the marine-derived actinobacterium Streptomyces ardesiacus 156VN-095 led to the isolation of three hitherto undescribed angucycline glycosides, including urdamycins W and X (1 and 2) and grincamycin U (9), as well as their seven known congeners. The structures of the new compounds were elucidated by means of spectroscopic methods (HRESIMS, 1D and 2 D NMR) and comparison of their experimental data with literature values. Compounds 1–3 and 9 were evaluated for their anti-Gram-positive bacterial effect and cytotoxicity against six cancer cell lines. Compound 1 displayed significant cytotoxicity against all the tested cell lines with GI50 values of 0.019–0.104 µM. Collectively, these findings highlight the potential of angucycline glycosides as leading structures for the development of new anti-cancer drugs.

Topics & Concepts

GlycosideCytotoxicityStreptomycesStereochemistryTwo-dimensional nuclear magnetic resonance spectroscopyEthyl acetateBacteriaCancer cell linesChemistryBiologyBiochemistryCancer cellCancerGeneticsIn vitroMicrobial Natural Products and BiosynthesisSynthetic Organic Chemistry MethodsMarine Sponges and Natural Products
New Angucycline Glycosides from a Marine-Derived Bacterium Streptomyces ardesiacus | Litcius